Working all night at the office for the fourth night in a row was beginning to take its toll on me. I decided to take a break from the spreadsheet full of number. I minimized the window, and double clicked on the icon for my internet browser. I clicked through some of my recent history that was still saved on the search engine. One link stood out. This link was titled “Busty Assistants Fuck Their Bosses.” I clicked http://xhamsterta.com, and video instantly started showing a man a woman fucking on top of a desk. My dick swelled in my pants as I watched. Then, I spotted someone moving out of the corner of my eye and quickly clicked the red X at the top right corner of the screen to make the video stop playing. I quickly maximized the window to pull the spreadsheet back up.
“Working late again, I see.”, said my assistant Jane while rolling her eyes. “Yes.”, I said still a little dazed with the images that were once on my computer screen still playing in my mind. “I have to get this budget balanced or no one is going to get a paycheck this week.” Jane walked over to my desk to look over my shoulder at the spreadsheet full of numbers that was appropriately titled “Budget.” I could smell her perfume as she leaned closer. It smelled like a mixture of vanilla and lavender. I could feel my dick getting hard again as Jane leaned closer to my desk in an effort to see the computer screen better. I could see her cleavage from the top of the white button down shirt she wore. I wanted to fuck her so badly.
She glanced at me and sensed where my eyes were glued to. She unbuttoned the top half of her shirt placing my hands on her chest. I pulled down her bra to release her tits. I bit and sucked her nipples. She moaned, and I unbuttoned the rest of the buttons on her shirt and unhooked her bra. She pulled off her skirt and panties. Sliding the monitor of my computer to the corner of the desk, she hopped up and laid across my desk opening her legs to me. “I want you to fuck me.”, she whispered sliding her hands down her hips and along the inside of her thighs. I quickly ripped my clothes off and climbed on top of her clumsily shoving my dick into her soaking wet pussy. I could feel it stretch to accommodate my dick. I tried to go slowly, but the thought of having a naked woman on my desk begging me to fuck her made go faster and faster pounding Jane’s pussy as hard as I could. She screamed louder and louder as we fucked just like the images that I had viewed on my computer screen only moments before.
It was Halloween which meant that either my wife or I had to take them Trick or Treating. I already knew that my wife was busy with a big project at work, but I decided to ask her. “You know I am working on my project for work.”, she stated matter-of-factly. “But, if you take them Trick or Treating and get them cleaned up after and in bed so that I can finish my project I will have a surprise for you later.” she said with a smile. I was excited to find out what surprise my wife was brewing up for me, but for the moment I had to shove that thought out of my head and get them dressed in their costumes. This was no easy feat with so many pieces and snaps and Velcro closures. I finally got them all dressed and let my wife know that we were heading out. “Have fun.”, she said from her office.
I took them around the neighborhood until their bags were overflowing with candy. I told them that it was time to go home and get ready for bed. They were not happy about having to go home, but they had had a fun and full night. As we rounded the corner and arrived at the house I saw that my wife’s office light was off and the bedroom light was on. I became excited again and hurried them into the house. They showered themselves and put on their pajamas. I tucked them in and read them a story until they fell asleep.
I couldn’t wait to get up to my bedroom to see what my wife was planning. I was so excited that I tripped going up the steps. I arrived at the entrance to the bedroom to find her sitting in a chair with a police hat on and not much else. “I told you that I would have a surprise for you.”, she said. “Now come here.” She stood and led the way to the bed. She laid me down and undressed me. I saw her pulling something out of a drawer but couldn’t make out what it was until I felt them around my wrists. She had bought handcuffs! She handcuffed my wrists with my arms outstretched to the bedpost. “Happy Halloween”., she said as she kissed my neck. She took of the little bit of clothing that she was wearing and straddled me. “Now you get to lay here and enjoy what I’m going to do to you.” I groaned as I felt her pussy swallow my dick. She moved slowly grinding her clit on me. She was close to climaxing. She moved faster. I groaned louder watching her tits bounce as she increased speed. She slowed down and sped up again riding out her orgasm. She toyed with her clit getting herself excited again. She put her finger to her mouth and sucked it. Watching her do this made me so excited that I thrust up into her. She climaxed again as I filled her pussy with cum.
I saw her everyday. She was my next door neighbor. Maria Pina was the most beautiful, amazing milf I had ever seen. I would catch myself staring at her when she went out to check her mail or get the morning paper. Through her bathrobe I could see the outline of her perfect milf ass and tits. I thought about her often. I thought about how amazing it would be to touch her and fuck her. Then, I would get startled back to reality as someone called out for my help to find their missing shoe or backpack.
On this day, in particular, she invited me to her house for coffee. “I like coffee.”, I thought completely oblivious to her hidden agenda. I was completely unaware that she thought of me the same way. I never thought of myself as beautiful, but what she saw was very different. She saw someone that she imagined having hot milf sex with in the middle of a weekday afternoon with no one around to disturb us. Upon arrival to her house I saw that she was in the bathrobe that I had seen her in so many mornings that outlined her perfect milf body. She poured coffee into two mugs offering one to me. I took one of the mugs and sipped the strong coffee becoming increasingly aware of a sneaking suspicion of Maria’s feeling toward me as she untied the bathrobe to reveal a short black dress and thigh highs. She walked over to me and stroked my hair. “I have been admiring you from afar.”, she said in the sexiest raspy voice. She leaned in close and kissed my neck. “Would you like to go upstairs?”, she whispered in my ear making sure that her lips brushed my ear making me shiver. I had only imagined this moment a million times.
I numbly got up from the kitchen chair and followed her upstairs. Maria turned on her computer monitor. She could sense my nervousness because she said, “Maybe this will put you in the mood.” She pushed a few buttons to show me the xvideo I always wanted when we were together. She sat on the bed motioning for me to sit next to her. She leaned in and kissed me as the computer monitor played on. I kissed her back indulging every fantasy of hot milf sex that I had ever had. She took off the black dress and thigh highs to reveal that she hadn’t been wearing panties or a bra. She began to undress me. I bit her neck. She moaned, I felt her hand make its way toward my pussy. I squealed with delight as she inserted two fingers moaning louder as she moved them in and out. She climbed on top of me, and straddled me making sure that our pussies touched. We both screamed with pleasure as she was grinding away. She was better than I ever imagined she would be.
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